ENTRY ko00523 Pathway NAME Polyketide sugar unit biosynthesis CLASS Metabolism; Metabolism of terpenoids and polyketides PATHWAY_MAP ko00523 Polyketide sugar unit biosynthesis MODULE M00793 dTDP-L-rhamnose biosynthesis [PATH:ko00523] M00794 dTDP-6-deoxy-D-allose biosynthesis [PATH:ko00523] M00795 dTDP-beta-L-noviose biosynthesis [PATH:ko00523] M00796 dTDP-D-mycaminose biosynthesis [PATH:ko00523] M00797 dTDP-D-desosamine biosynthesis [PATH:ko00523] M00798 dTDP-L-mycarose biosynthesis [PATH:ko00523] M00799 dTDP-L-oleandrose biosynthesis [PATH:ko00523] M00800 dTDP-L-megosamine biosynthesis [PATH:ko00523] M00801 dTDP-L-olivose biosynthesis [PATH:ko00523] M00802 dTDP-D-forosamine biosynthesis [PATH:ko00523] M00803 dTDP-D-angolosamine biosynthesis [PATH:ko00523] ORTHOLOGY K00973 glucose-1-phosphate thymidylyltransferase [EC:2.7.7.24] K23144 UDP-N-acetylglucosamine diphosphorylase / glucose-1-phosphate thymidylyltransferase / UDP-N-acetylgalactosamine diphosphorylase / glucosamine-1-phosphate N-acetyltransferase / galactosamine-1-phosphate N-acetyltransferase [EC:2.7.7.23 2.7.7.24 2.7.7.83 2.3.1.157 2.3.1.276] K01710 dTDP-glucose 4,6-dehydratase [EC:4.2.1.46] K01790 dTDP-4-dehydrorhamnose 3,5-epimerase [EC:5.1.3.13] K00067 dTDP-4-dehydrorhamnose reductase [EC:1.1.1.133] K23987 dTDP-4-dehydrorhamnose 3,5-epimerase/reductase [EC:5.1.3.13 1.1.1.133] K21325 dTDP-rhamnose C3-O-methyltransferase [EC:2.1.1.-] K12451 3,5-epimerase/4-reductase [EC:5.1.3.- 1.1.1.-] K19180 dTDP-6-deoxy-L-talose 4-dehydrogenase (NAD+) [EC:1.1.1.339] K19652 dTDP-6-deoxy-L-talose 4-dehydrogenase [NAD(P)+] [EC:1.1.1.344] K17947 dTDP-L-rhamnose 4-epimerase [EC:5.1.3.25] K13306 dTDP-4-dehydro-6-deoxyglucose reductase [EC:1.1.1.266] K20678 dTDP-fucopyranose mutase [EC:5.4.99.59] K19853 TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase [EC:5.3.2.4] K19854 dTDP-3-amino-3,6-dideoxy-alpha-D-glucopyranose transaminase [EC:2.6.1.89] K13307 dTDP-3-amino-3,6-dideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.235] K20679 TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase [EC:5.3.2.3] K20680 dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose transaminase [EC:2.6.1.90] K20681 dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose 3-N-acetyltransferase [EC:2.3.1.197] K20682 dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose N,N-dimethyltransferase [EC:2.1.1.236] K13308 dTDP-4-amino-4,6-dideoxy-D-glucose transaminase [EC:2.6.1.33] K13309 dTDP-4-amino-4,6-dideoxy-D-glucose ammonia-lyase [EC:4.3.1.30] K13310 dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucose transaminase [EC:2.6.1.106] K13311 dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.234] K13312 dTDP-4-dehydro-6-deoxy-D-glucose 3-epimerase [EC:5.1.3.27] K13313 dTDP-4-dehydro-6-deoxy-alpha-D-gulose 4-ketoreductase [EC:1.1.1.364] K19855 dTDP-4-dehydro-6-deoxy-D-glucose 3-epimerase [EC:5.1.3.27] K12710 C-methyltransferase [EC:2.1.1.-] K17625 dTDP-4-keto-6-deoxyhexose reductase [EC:1.1.1.-] K21326 aminotransferase K21327 N-methyltransferase [EC:2.1.1.-] K21328 dTDP-4-amino-4,6-dideoxy-D-glucose/dTDP-4-amino-2,4-dideoxy-beta-L-xylose transaminase [EC:2.6.1.33 2.6.1.-] K21329 aminosugar N-oxygenase [EC:1.14.15.-] K16435 dTDP-4-dehydro-6-deoxy-alpha-D-glucopyranose 2,3-dehydratase [EC:4.2.1.159] K13315 NDP-hexose C3-ketoreductase / dTDP-4-oxo-2-deoxy-alpha-D-pentos-2-ene 2,3-reductase [EC:1.1.1.-] K13317 NDP-4-keto-2,6-dideoxyhexose 3-C-methyltransferase [EC:2.1.1.-] K13316 NDP-hexose 5-epimerase [EC:5.1.3.-] K16438 5-epimerase [EC:5.1.3.-] K13318 dTDP-4-keto-6-deoxy-L-hexose 4-reductase [EC:1.1.1.-] K19856 3-O-methyltransferase [EC:2.1.1.-] K19857 dTDP-4-keto-6-deoxy-L-hexose 4-reductase K13327 dTDP-3,4-didehydro-2,6-dideoxy-alpha-D-glucose 3-reductase [EC:1.1.1.384] K13328 dTDP-4-dehydro-2,6-dideoxy-D-glucose 3-dehydratase [EC:4.2.1.164] K13329 dTDP-4-dehydro-2,3,6-trideoxy-D-glucose 4-aminotransferase [EC:2.6.1.110] K13330 dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase [EC:2.1.1.324] K19858 dTDP-4-oxo-2,6-dideoxy-D-glucose 3,5-epimerase [EC:5.1.3.-] K13319 4-ketoreductase K16436 dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucose/dTDP-2,6-dideoxy-D-kanosamine transaminase [EC:2.6.1.- 2.6.1.106] K13326 dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.- 2.1.1.234] K13322 dTDP-4-keto-6-deoxyhexose 4-ketoreductase K19859 dTDP-4-keto-6-deoxyhexose reductase K13332 N,N-dimethyltransferase K21330 C-S lyase K21331 dTDP-alpha-D-glucose dehydrogenase [EC:1.1.1.-] K21332 dTDP-alpha-D-glucuronic acid decarboxylase [EC:1.1.1.-] K21333 dTDP-4-oxo-alpha-D-xylose 2,3-dehydratase [EC:4.2.1.-] K21335 dTDP-4-amino-2,4-dideoxy-beta-L-xylose N-methyltransferase [EC:2.1.1.-] K21336 C-methyltransferase [EC:2.1.1.-] K21337 aminotransferase COMPOUND C00103 D-Glucose 1-phosphate C00688 dTDP-4-dehydro-beta-L-rhamnose C00842 dTDP-glucose C03187 dTDP-6-deoxy-beta-L-talose C03319 dTDP-L-rhamnose C04268 dTDP-4-amino-4,6-dideoxy-D-glucose C06017 dTDP-D-glucuronate C06620 dTDP-3,4-dioxo-2,6-dideoxy-D-glucose C07277 dTDP-D-fucose C11447 dTDP-4-dimethylamino-4,6-dideoxy-5-C-methyl-D-allose C11460 dTDP-4-oxo-5-C-methyl-L-rhamnose C11461 dTDP-4-amino-4,6-dideoxy-5-C-methyl-D-allose C11907 dTDP-4-oxo-6-deoxy-D-glucose C11908 3,6-Dideoxy-3-oxo-dTDP-D-glucose C11909 dTDP-3-oxo-4,6-dideoxy-D-glucose C11910 dTDP-3-amino-3,4,6-trideoxy-D-glucose C11911 dTDP-D-desosamine C11912 dTDP-6-deoxy-D-allose C11915 dTDP-3-methyl-4-oxo-2,6-dideoxy-L-allose C11916 dTDP-L-mycarose C11918 Maltol C11919 dTDP-L-megosamine C11920 dTDP-L-olivose C11921 dTDP-L-oleandrose C11922 dTDP-4-oxo-2,6-dideoxy-D-glucose C11925 dTDP-3-amino-3,6-dideoxy-D-glucose C11926 dTDP-4-oxo-6-deoxy-D-allose C11927 dTDP-4-oxo-2,6-dideoxy-L-mannose C11928 dTDP-4-oxo-2,6-dideoxy-D-allose C11933 dTDP-D-mycaminose C12318 dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose C12481 dTDP-5-dimethyl-L-lyxose C18029 dTDP-3-oxo-2,6-dideoxy-D-glucose C18030 dTDP-2,6-dideoxy-D-kanosamine C18031 dTDP-D-angolosamine C18032 dTDP-4-oxo-2,3,6-trideoxy-D-glucose C18033 dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose C18034 dTDP-D-forosamine C18035 dTDP-3-methyl-4-oxo-2,6-dideoxy-D-glucose C19947 dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose C19948 dTDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose C19960 dTDP-3-dehydro-6-deoxy-alpha-D-galactopyranose C20156 dTDP-3-acetamido-3,6-dideoxy-alpha-D-galactopyranose C20682 dTDP-alpha-D-fucofuranose C21071 dTDP-3-O-methyl-4-oxo-2,6-dideoxy-L-mannose C21073 dTDP-3-N,N-dimethylamino-2,3,6-trideoxy-4-keto-D-glucose C21074 dTDP-3-N,N-dimethylamino-4-oxo-2,3,6-trideoxy-L-allose C21348 dTDP-4-hydroxyamino-4,6-dideoxy-alpha-D-glucose C21349 dTDP-4-deoxy-4-thio-alpha-D-digitoxose C21350 dTDP-3-O-methyl-beta-L-rhamnose C21351 dTDP-4-oxo-alpha-D-xylose C21352 dTDP-4-oxo-2-deoxy-alpha-D-pentos-2-ene C21353 dTDP-4-oxo-2-deoxy-beta-L-xylose C21354 dTDP-4-amino-2,4-dideoxy-beta-L-xylose C21355 dTDP-4-methylamino-2,4-dideoxy-beta-L-xylose C21356 dTDP-4-ethylamino-3-O-methyl-2,4-dideoxy-L-threo-pentopyranose C21362 dTDP-3-methyl-4-oxo-alpha-D-ribopyranose C21363 dTDP-madurosamine REFERENCE PMID:11336289 AUTHORS Rawlings BJ. TITLE Type I polyketide biosynthesis in bacteria (Part A--erythromycin biosynthesis). JOURNAL Nat Prod Rep 18:190-227 (2001) DOI:10.1039/b009329g REFERENCE PMID:11476481 AUTHORS Rawlings BJ. TITLE Type I polyketide biosynthesis in bacteria (part B). JOURNAL Nat Prod Rep 18:231-81 (2001) DOI:10.1039/B100191O REFERENCE PMID:11451669 AUTHORS Wohlert S, Lomovskaya N, Kulowski K, Fonstein L, Occi JL, Gewain KM, MacNeil DJ, Hutchinson CR TITLE Insights about the biosynthesis of the avermectin deoxysugar L-oleandrose through heterologous expression of Streptomyces avermitilis deoxysugar genes in Streptomyces lividans. JOURNAL Chem Biol 8:681-700 (2001) DOI:10.1016/S1074-5521(01)00043-6 REFERENCE PMID:10658660 AUTHORS Bate N, Butler AR, Smith IP, Cundliffe E TITLE The mycarose-biosynthetic genes of Streptomyces fradiae, producer of tylosin. JOURNAL Microbiology 146 ( Pt 1):139-46 (2000) DOI:10.1099/00221287-146-1-139 REFERENCE PMID:11553351 AUTHORS Amann S, Drager G, Rupprath C, Kirschning A, Elling L TITLE (Chemo)enzymatic synthesis of dTDP-activated 2,6-dideoxysugars as building blocks of polyketide antibiotics. JOURNAL Carbohydr Res 335:23-32 (2001) DOI:10.1016/S0008-6215(01)00195-1 REFERENCE PMID:17460661 AUTHORS Thibodeaux CJ, Melancon CE, Liu HW TITLE Unusual sugar biosynthesis and natural product glycodiversification. JOURNAL Nature 446:1008-16 (2007) DOI:10.1038/nature05814 REFERENCE PMID:10972798 AUTHORS Volchegursky Y, Hu Z, Katz L, McDaniel R TITLE Biosynthesis of the anti-parasitic agent megalomicin: transformation of erythromycin to megalomicin in Saccharopolyspora erythraea. JOURNAL Mol Microbiol 37:752-62 (2000) DOI:10.1046/j.1365-2958.2000.02059.x REFERENCE AUTHORS Mironov VA, Sergienko OV, Nastasiak IN, Danilenko VN. TITLE Biogenesis and regulation of biosynthesis of erythromycins in Saccharopolyspora. JOURNAL Appl Biochem Microbiol 40:531-541 (2004) DOI:10.1023/B:ABIM.0000046985.66328.7a REFERENCE PMID:16514445 AUTHORS Tello M, Jakimowicz P, Errey JC, Freel Meyers CL, Walsh CT, Buttner MJ, Lawson DM, Field RA TITLE Characterisation of Streptomyces spheroides NovW and revision of its functional assignment to a dTDP-6-deoxy-D-xylo-4-hexulose 3-epimerase. JOURNAL Chem Commun (Camb) 1079-81 (2006) DOI:10.1039/b515763c REFERENCE PMID:15984840 AUTHORS Takahashi H, Liu YN, Chen H, Liu HW TITLE Biosynthesis of TDP-l-mycarose: the specificity of a single enzyme governs the outcome of the pathway. JOURNAL J Am Chem Soc 127:9340-1 (2005) DOI:10.1021/ja051409x REFERENCE PMID:10770761 AUTHORS Aguirrezabalaga I, Olano C, Allende N, Rodriguez L, Brana AF, Mendez C, Salas JA TITLE Identification and expression of genes involved in biosynthesis of L-oleandrose and its intermediate L-olivose in the oleandomycin producer Streptomyces antibioticus. JOURNAL Antimicrob Agents Chemother 44:1266-75 (2000) DOI:10.1128/AAC.44.5.1266-1275.2000 REFERENCE PMID:11514520 AUTHORS Rodriguez L, Rodriguez D, Olano C, Brana AF, Mendez C, Salas JA TITLE Functional analysis of OleY L-oleandrosyl 3-O-methyltransferase of the oleandomycin biosynthetic pathway in Streptomyces antibioticus. JOURNAL J Bacteriol 183:5358-63 (2001) DOI:10.1128/JB.183.18.5358-5363.2001 REFERENCE PMID:20418422 AUTHORS Useglio M, Peiru S, Rodriguez E, Labadie GR, Carney JR, Gramajo H TITLE TDP-L-megosamine biosynthesis pathway elucidation and megalomicin a production in Escherichia coli. JOURNAL Appl Environ Microbiol 76:3869-77 (2010) DOI:10.1128/AEM.03083-09 REFERENCE PMID:12183628 AUTHORS Liu W, Christenson SD, Standage S, Shen B TITLE Biosynthesis of the enediyne antitumor antibiotic C-1027. JOURNAL Science 297:1170-3 (2002) DOI:10.1126/science.1072110 REFERENCE PMID:17918933 AUTHORS Van Lanen SG, Oh TJ, Liu W, Wendt-Pienkowski E, Shen B TITLE Characterization of the maduropeptin biosynthetic gene cluster from Actinomadura madurae ATCC 39144 supporting a unifying paradigm for enediyne biosynthesis. JOURNAL J Am Chem Soc 129:13082-94 (2007) DOI:10.1021/ja073275o REFERENCE PMID:16873021 AUTHORS Gao Q, Zhang C, Blanchard S, Thorson JS TITLE Deciphering indolocarbazole and enediyne aminodideoxypentose biosynthesis through comparative genomics: insights from the AT2433 biosynthetic locus. JOURNAL Chem Biol 13:733-43 (2006) DOI:10.1016/j.chembiol.2006.05.009 REFERENCE PMID:18807197 AUTHORS Simkhada D, Oh TJ, Kim EM, Yoo JC, Sohng JK TITLE Cloning and characterization of CalS7 from Micromonospora echinospora sp. calichensis as a glucose-1-phosphate nucleotidyltransferase. JOURNAL Biotechnol Lett 31:147-53 (2009) DOI:10.1007/s10529-008-9844-9 REFERENCE PMID:24911465 AUTHORS Singh S, Peltier-Pain P, Tonelli M, Thorson JS TITLE A general NMR-based strategy for the in situ characterization of sugar-nucleotide-dependent biosynthetic pathways. JOURNAL Org Lett 16:3220-3 (2014) DOI:10.1021/ol501241a REFERENCE PMID:23662776 AUTHORS Singh S, Chang A, Helmich KE, Bingman CA, Wrobel RL, Beebe ET, Makino S, Aceti DJ, Dyer K, Hura GL, Sunkara M, Morris AJ, Phillips GN Jr, Thorson JS TITLE Structural and functional characterization of CalS11, a TDP-rhamnose 3'-O-methyltransferase involved in calicheamicin biosynthesis. JOURNAL ACS Chem Biol 8:1632-9 (2013) DOI:10.1021/cb400068k REFERENCE PMID:20336235 AUTHORS Liang ZX TITLE Complexity and simplicity in the biosynthesis of enediyne natural products. JOURNAL Nat Prod Rep 27:499-528 (2010) DOI:10.1039/b908165h REFERENCE PMID:26240141 AUTHORS Singh S, Michalska K, Bigelow L, Endres M, Kharel MK, Babnigg G, Yennamalli RM, Bingman CA, Joachimiak A, Thorson JS, Phillips GN Jr TITLE Structural Characterization of CalS8, a TDP-alpha-D-Glucose Dehydrogenase Involved in Calicheamicin Aminodideoxypentose Biosynthesis. JOURNAL J Biol Chem 290:26249-58 (2015) DOI:10.1074/jbc.M115.673459 REFERENCE PMID:26289554 AUTHORS Peltier-Pain P, Singh S, Thorson JS TITLE Characterization of Early Enzymes Involved in TDP-Aminodideoxypentose Biosynthesis en Route to Indolocarbazole AT2433. JOURNAL Chembiochem 16:2141-6 (2015) DOI:10.1002/cbic.201500365 REFERENCE PMID:26061967 AUTHORS Singh S, Kim Y, Wang F, Bigelow L, Endres M, Kharel MK, Babnigg G, Bingman CA, Joachimiak A, Thorson JS, Phillips GN Jr TITLE Structural characterization of AtmS13, a putative sugar aminotransferase involved in indolocarbazole AT2433 aminopentose biosynthesis. JOURNAL Proteins 83:1547-54 (2015) DOI:10.1002/prot.24844 REL_PATHWAY ko00401 Novobiocin biosynthesis ko00404 Staurosporine biosynthesis ko00520 Amino sugar and nucleotide sugar metabolism ko00521 Streptomycin biosynthesis ko00522 Biosynthesis of 12-, 14- and 16-membered macrolides ko01059 Biosynthesis of enediyne antibiotics ///